1-Piperidinecarboxylic acid, 3-[(R)-(3-chlorophenyl)hydroxyMethyl]-, 1,1-diMethylethyl ester, (3R)- synthesis

Yield:942142-74-7 43%

Reaction Conditions:

with (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole;benzo[1,3,2]dioxaborole in toluene at -14; for 16 h;stereoselective reaction;Corey-Bakshi-Shibata reduction;

References:

Xu, Zhenrong;Cacatian, Salvacion;Yuan, Jing;Simpson, Robert D.;Jia, Lanqi;Zhao, Wei;Tice, Colin M.;Flaherty, Patrick T.;Guo, Joan;Ishchenko, Alexey;Singh, Suresh B.;Wu, Zhongren;McKeever, Brian M.;Scott, Boyd B.;Bukhtiyarov, Yuri;Berbaum, Jennifer;Mason, Jennifer;Panemangalore, Reshma;Cappiello, Maria Grazia;Bentley, Ross;Doe, Christopher P.;Harrison, Richard K.;McGeehan, Gerard M.;Dillard, Lawrence W.;Baldwin, John J.;Claremon, David A. [Bioorganic and Medicinal Chemistry Letters,2010,vol. 20,# 2,p. 694 - 699] Location in patent:scheme or table